4.8 Article

Copper-Catalyzed Synthesis of α-Amino Imides from Tertiary Amines: Ugi-Type Three-Component Assemblies Involving Direct Functionalization of sp3 C-Hs Adjacent to Nitrogen Atoms

Journal

ORGANIC LETTERS
Volume 12, Issue 19, Pages 4240-4243

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol101576q

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Funding

  1. Zhejiang Provincial Natural Science Foundation of China [Y4090408]
  2. Zhejiang Provincial Major Project of China [2007C01004-2]
  3. Hangzhou City Research Project [20090331N04]
  4. Hangzhou Normal University [YS05203121]

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alpha-Amino imides can be accessed straightforwardly from tertiary amines through copper-catalyzed three-component reactions involving the direct functionalization of sp(3) C-Hs adjacent to nitrogen atoms. This reaction has demonstrated a tolerance to a wide range of functionalizations and can be performed under very mild conditions. A plausible mechanism has been proposed in which an Ugi-type cascade assembly has been included.

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